With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.143577-46-2,(R)-Tetrahydro-3H-pyrrolo[1,2-c][1,2,3]oxathiazole 1,1-dioxide,as a common compound, the synthetic route is as follows.
To a solution of anhydrous THF (100 ml) containing compound 87 (3.42 g, 9.69 mmol) was added 3.9 ml n-Buli (2.5 M in hexane) dropwise (-78 C. under N2). After the addition, the resulting solution was stirred for 60 minutes at -78 C. At this temperature, a solution of 35 (1.58 g, 9.69 mmol) in 10 ml THF was added dropwise (5 minutes). After the addition of 35, the temperature was raised to -20 C. and the resulting solution was stirred for 2 hours. The mixture was allowed to warm to ambient temperature and stirred for another 2 hours.The reaction mixture was concentrated and the residue was dissolved in 40 ml 1N HCl, 40 ml EtOH and 40 ml THF. The mixture was stirred at 80 C. for 18 hours. The reaction mixture was concentrated in vacuo. MeOH (25 ml) was added and the mixture was concentrated on 25 g SiO2, Subsequent flash chromatography (MeOH/triethylamine (98/2) afforded the title compound: (R)-3-Pyrrolidin-2-ylmethyl-1H-pyrrolo[3,2-b]pyridine.(compound 88), (amorphous, 0.32 g, 0.72 mmol, 9.3%). 1H-NMR (400 MHz, CDCl3): delta 9.1 (bs, 1H), 8.42 (dd, J=5 Hz, 2 Hz, 1H), 7.58 (dd, J=8 Hz, 2 Hz, 1H), 7.20 (s, 1H), 7.06 (dd, J=8 Hz, 5 Hz, 1H), 3.59-3.51 (m, 1H), 3.14-3.02 (m, 2H), 2.97-2.85 (m, 2H), 2.0-1.90 (m, 1H), 1.86-1.71 (m, 2H), 1.54-1.43 (m, 1H). LCMS: Rt; 0.64 min, ([M+H]+=202). [alpha]D25-10 (c 1, dioxane).
143577-46-2, The synthetic route of 143577-46-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; STOIT, Axel; Coolen, Hein K.A.C.; Van Der Neut, Martina A. W.; Kruse, Cornelis G.; US2008/9514; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica